1-(5-butanoyl-3-cyano-6-methylpyridin-2-yl)-N-(1-phenylcyclopropyl)sulfonylpiperidine-4-carboxamide | 1613029-44-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(5-butanoyl-3-cyano-6-methylpyridin-2-yl)-N-(1-phenylcyclopropyl)sulfonylpiperidine-4-carboxamide
• CAS: 1613029-44-9
• 化学式: C₂₆H₃₀N₄O₄S
• 分子量: 494.615
• InChiKey: NKCDYNRFOWEPIB-UHFFFAOYSA-N

物化性质

• 密度：
  1.33±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  129
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  tert-butyl 1-[5-(chlorocarbonyl)-3-cyano-6-methylpyridin-2-yl]piperidine-4-carboxylate 在 iron(III)-acetylacetonate 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 1-(5-butanoyl-3-cyano-6-methylpyridin-2-yl)-N-(1-phenylcyclopropyl)sulfonylpiperidine-4-carboxamide
  参考文献：
  名称：

  Optimization of ketone-based P2Y12 receptor antagonists as antithrombotic agents: Pharmacodynamics and receptor kinetics considerations

  摘要：

  Modification of a series of P2Y(12) receptor antagonists by replacement of the ester functionality was aimed at minimizing the risk of in vivo metabolic instability and pharmacokinetic variability. The resulting ketones were then optimized for their P2Y(12) antagonistic and anticoagulation effects in combination with their physicochemical and absorption profiles. The most promising compound showed very potent antiplatelet action in vivo. However, pharmacodynamic-pharmacokinetic analysis did not reveal a significant separation between its anti-platelet and bleeding effects. The relevance of receptor binding kinetics to the in vivo profile is described. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.001